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KMID : 0380020110260020139
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Korean Journal of Biotechnology and Bioengineering
2011 Volume.26 No. 2 p.139 ~ p.142
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Chromatographic Enantiomer Separation and Determination of Optical Purity for α-Amino Acid Esters as 9-Anthraldimine Derivatives Using Polysaccharide Based Chiral Columns
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Huang Hu
Jin Jing-Yu
Lee Won-Jae
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Abstract
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1)The chromatographic enantiomer separation of 9-anthraldimine derivatives of α-amino acid methyl and ethyl esters on four polysaccharide based chiral columns was performed. The 9-anthraldehyde Schiff base derivatives of α- amino acid esters were readily synthesized by stirring the α- amino acid ester hydrochloride salts with 9-anthraldehyde in the presence of 1,8-diazabicyclo [5.4.0]undec-7-ene as a base and anhydrous MgSO4. Chiralcel OD or Chiralcel OD-H showed the greatest enantiomer resolution of 9-anthraldimine derivatives of α-amino acid methyl and ethyl esters. The L-enantiomers of all the analytes were preferentially retained on Chiralcel OD or Chiralcel OD-H. This analytical method was applied in the determination of optical purities of several commercially available D- or L-α-amino acid methyl esters.
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KEYWORD
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Enantiomer separation, Amino acid ester, Chiral column, Optical purity
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